Family-friendly vacation rentals in Lawrenceburg

The exterior of the remodeled house is framed by lush trees, showcasing a welcoming deck with ambient lighting. A traditional barrel sauna is positioned nearby, blending with the natural surroundings. The inviting façade reflects warm tones, enhanced by the soft glow of the setting sun.

4.99 out of 5 average rating, 135 reviews

Bourbon Trail*River Views*Hot Tub*Sauna*EVSE*WiFi

Welcome to River Whisper. The remodeled riverfront house offers the perfect blend of organic modern decor and unparalleled comfort. Experience luxury with top-of-the-line features, a hot tub, and a barrel sauna, all overlooking the beautiful Kentucky River. Located in the heart of Bourbon Trail, with easy access to many renowned distilleries, including Buffalo Trace and Woodford Reserve. Explore historic downtown Frankfort, Cove Spring Park, river boat tours, kayaking, fishing, hiking and more.

KitchenFamilyAccuracy

4.99 out of 5 average rating, 170 reviews

A paved driveway stretches into the distance, flanked by lush green grass and a large tree. Wooden fencing borders the property, offering views of rolling hills and a colorful sunset sky above.

Farm stay in Frankfort

The Cottage at Seldom Scene Farm - Bourbon Trail

SELF CHECK-IN, CLEAN, PRIVATE OASIS. Restored log home on gorgeous 273 acre farm along the KY RIVER. Serene & natural setting, close to several popular BOURBON TRAIL sites & horse farms. 10 MIN to WOODFORD RESERVE and CASTLE & KEY distilleries. 8 MIN to STAVE Restaurant & Bourbon Bar. Scenic horse farms (ASHFORD, AIRDRIE, WINSTAR). Convenient to KEENELAND, KY HORSE PARK, Versailles, Midway, Frankfort, Lexington, Louisville! Hike, bike, fish, wildlife, sheep, goats, chickens, stars & campfires.

KitchenIndoor spacesGrill

The exterior of a modern cottage is displayed, featuring a gray wood-paneled facade, a sloped roof, and a welcoming front entrance. A wooden staircase leads up to the porch, where inviting seating arrangements can be seen. Lush greenery surrounds the home, enhancing the tranquil setting.

4.97 out of 5 average rating, 191 reviews

Cottage On Crooked Creek

A tranquil cottage nestled in the lush countryside and situated right along the Bourbon Trail, this completely renovated rare find is located center of Lawrenceburg, Frankfort and Shelbyville and only 12 min to I-64. With five main bourbon distilleries just 30 min, local wineries within a stone's throw, Churchill Downs and Keeneland Racecourse equidistant and Taylorsville Lake nearby there is little left to be desired when staying here. This is the perfect spot to relax with family and friends.

Indoor spacesKitchenEV charging

5.0 out of 5 average rating, 152 reviews

The home is nestled amidst a backdrop of gently rolling hills, framed by trees showcasing autumn foliage. A welcoming front porch is visible, accompanied by a small staircase leading to the entrance. Large windows allow natural light to filter into the living space.

Home in Versailles

Birdsong Valley on Bourbon Trail

Great central location on Bourbon Trail. Close to Lexington, airport, Keeneland, Ride the Rails, Horse Park, Shakertown, many other attractions. You will love our 3 bedroom charming home on 2.2 beautiful acres in peaceful community. Perfect for couples, friends, families, singles to explore distilleries, horse farms, quaint small towns of Versailles, Midway, Lawrenceburg, country backroads, much more. OR relax, enjoy nature, butterflies, birds, deer. Let us make lodging highlight of your visit.

KitchenIndoor spacesGetting around

A rustic cabin is nestled among trees, featuring a well-lit entryway and a front deck with two wooden lounge chairs. Soft evening light spills through the windows, creating a welcoming atmosphere. Stone stepping stones lead towards the doorway, enhancing the natural setting.

4.99 out of 5 average rating, 267 reviews

Romantic Cozy Cabin Getaway w/ Firepit & Hot Tub

*NO smoking property (inside or out)* Privately nestled on over 5 wooded acres & intentionally curated for your stay. Gain access to quiet, immerse yourself in nature, and support your rejuvenation. Amenities include on-site hiking trail, artist work space, wood burning stove, covered porch, hammocks, outdoor dining, fire pit, moon garden, salt-water hot tub, & outdoor shower. Close to Beaver Lake & located along the Bourbon Trail, just minutes from Wild Turkey & Four Roses. (Note:18+only)

Indoor spacesFamilyValue

4.99 out of 5 average rating, 593 reviews

A red farmhouse tractor is positioned prominently in the foreground, with a vibrant red caboose labeled 'SOUTHERN X525' in the background. An outdoor pavilion with a gabled roof is partially visible, bordered by trees displaying autumn foliage.

Train in Lawrenceburg

Bourbon Trail: Caboose on the Farm

Nestled under the shadows of trees on a working cattle farm, The Southern x525 Caboose is now resting in the heart of the Bourbon Trail. Maintaining the industrial feel of an authentic caboose, while bringing in the warmth of handcrafted woodwork design, the Caboose on the Farm creates a unique experience like no other! Queen bed, twin bunkbeds, full bath, kitchenette. Beautiful outdoor pavilion with grill and fire pit. Working cattle farm, see cattle, goats, a donkey, a horse, and a pig!

Indoor spacesKitchenHospitality

5.0 out of 5 average rating, 133 reviews

The exterior of The Dew Drop In is framed by two large trees, showcasing a well-manicured lawn. The house, painted in light colors, is set back from the foreground, with a wraparound porch visible. A wooden fence outlines the property, enhancing the natural setting.

Farm stay in Midway

Saxony Farm - The Dew Drop In

Nestled in the heart of Kentucky's Bluegrass region, The Dew Drop In, (newly constructed in 2018) is located on Saxony Farm, a working Thoroughbred horse farm, family-owned and operated for over 50 years. More than just a place to rest your head, guests will experience a home-away-from-home location, & enjoy the peace and quiet of farm life, all within striking distance of downtown Lexington, KY's Bourbon Trail, locally-owned restaurants, shops and numerous family-friendly activities.

KitchenFamilyLayout

A covered patio is presented with a round table and four chairs, surrounded by flower pots. The space is enclosed by brick walls, with multiple large windows providing natural light. A well-maintained lawn offers a peaceful outdoor environment.

4.93 out of 5 average rating, 117 reviews

Comfort in the Bluegrass

Comfort in the Bluegrass is a very clean, home nestled in the heart of bourbon and horse country. If it’s a little R&R you’re after, or entertainment…. This is the perfect location for either! We sit in a beautiful 1.6 acres located in a quiet, peaceful area in Anderson county. You can choose to relax with your friends or family by the fire pit, or tour one (or several) of the many sites around here! We are in between Lexington and Louisville, and only a few miles from Frankfort.

KitchenFamilyCondition

4.99 out of 5 average rating, 302 reviews

Relax in the hot tub with a view of the River!

Welcome to the Kentucky River Bourbon Cabin! Relax and rejuvenate in this cozy cabin nestled in a wooded setting & on the edge of the Kentucky River! Here you will find peace and serenity in nature with an upfront view of the water. Secluded and private yet still close to stores, restaurants and many tourist attractions such as major distilleries and wineries. Four Roses, Wild Turkey, Woodford Reserve and Buffalo Trace are just a short drive away.

Indoor spacesKitchenAir conditioning

4.96 out of 5 average rating, 158 reviews

A functional kitchen features modern appliances, including a stove, refrigerator, and coffee maker. Light streams through two windows, illuminating the wooden countertop and the unique round window above the sink. A rustic wooden bar with seating creates a welcoming breakfast area.

Cabin in Versailles

Handcrafted Rustic Cabin on the Bourbon Trail

The cabin has been entirely built by the owner, Doris, (with help from family and friends) from reclaimed and local salvaged materials. Located on a beautiful Kentucky Scenic byway, on a working farm, the cabin is only 15 minutes from Wild Turkey Distillery, the town of Versailles , golf courses, dining, shopping, wineries and other major distilleries. 35 minutes from Keeneland race course, downtown Lexington, UK, Rupp Arena, the Horse Park and more .

Indoor spacesFamilyCondition

A gravel path leads up to the cabin, surrounded by lush greenery and tall trees. The cabin's exterior features a mix of wood and metal siding, with a deck extending from the entrance, providing a connection to the natural surroundings.

4.99 out of 5 average rating, 134 reviews

Hidden View Cabin

Welcome to Hidden View Cabin, a delightful cabin where seeing wildlife and listening to the sounds of nature are yours to enjoy! Take the scenic drive down the gravel lane to this private and peaceful place located among pine trees and overlooking a one acre pond. Whether you have come to relax and get away from it all or want to visit the many attractions throughout central Kentucky this is the place for you. Only 20 minutes from Lawrenceburg.

Indoor spacesKitchenNearby

A hot tub is illuminated with blue LED lights, creating a serene atmosphere in a cozy corner. The tub features multiple seating positions and control buttons for easy adjustments. A wooden bench is placed nearby, offering a place to relax before or after use.

4.82 out of 5 average rating, 180 reviews

Restful Bourbon Trail Lodge with Pool and Hot Tub

This spacious and cozy three-bedroom home is less than one mile from Lawrenceburg's city center - nestled in a quiet, residential neighborhood with a swimming pool and dual-level deck. Downtown restaurants, grocery stores, Wild Turkey Bourbon Distillery, Four Roses Bourbon Distillery, and the city park are all within close proximity. The property was completely renovated in Spring 2019 and contains all new furniture and flooring.

FamilyKitchenLong stay

Popular amenities for Lawrenceburg family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

Two wooden Adirondack chairs are positioned around a stoned fire pit, overlooking a tranquil lake. The scene features lush greenery and a group of ducks gently swimming in the water, complemented by a boathouse and kayaks in the background.

4.97 out of 5 average rating, 163 reviews

Bourbon Trail Bliss by the Lake, HotTub, Kayaks

KitchenIndoor spacesCheckout

A bright living area features a comfortable gray sofa adorned with colorful throw pillows. A round coffee table sits atop a soft area rug, complemented by wooden chairs nearby. Natural light streams through multiple windows, creating a welcoming atmosphere in this open space.

4.99 out of 5 average rating, 197 reviews

Limestone Landing - Cozy Luxury Retreat w/ HOT TUB

FamilyKitchenBiking

A spacious porch is visible, lined with wooden rocking chairs and a few side tables. Colorful cushions add comfort to the seating. The porch overlooks a tranquil lake, with trees visible in the background and soft natural light illuminating the area.

4.83 out of 5 average rating, 150 reviews

Bourbon Trail Lakefront * Hot Tub * Sleeps 8

Indoor spacesFamilyAccuracy

4.96 out of 5 average rating, 104 reviews

Cottage in Lawrenceburg

Bourbon Barrel Cottages 3 Ky Bourbon Trail HOT TUB

Indoor spacesKitchenPets

4.88 out of 5 average rating, 203 reviews

Home in Harrodsburg

Private Getaway on Bourbon Trail w Hot Tub

KitchenFamilyComfort

4.98 out of 5 average rating, 263 reviews

Dome in Mount Washington

My Old Kentucky Dome

Indoor spacesFamilyAmenities

4.95 out of 5 average rating, 204 reviews

A serene outdoor area is highlighted by a covered patio featuring comfortable seating and a hot tub. Ambient lighting creates a cozy atmosphere, while lush green grass and carefully placed shrubs enhance the inviting outdoor space.

Home in Georgetown

The Luxe/Hot Tub/12min to Horse Park/30 Min to Ark

Indoor spacesFamilyComfort

4.99 out of 5 average rating, 107 reviews

Hot Tub > 3 King Beds > 7 mins to Buffalo Trace

KitchenFamilyGrill

Family- and pet-friendly home rentals

A modern living room features a dark sectional sofa accompanied by two light-colored armchairs. A natural woven rug covers the floor, and a small wooden coffee table sits in the center. Greenery from a potted plant adds a touch of nature, complemented by soft lighting from a floor lamp.

4.85 out of 5 average rating, 188 reviews

The Homestead| Downtown| Near Bourbon Trail

KitchenIndoor spacesGetting around

4.96 out of 5 average rating, 211 reviews

An outdoor area is visible, featuring a fire pit surrounded by several chairs and a picnic table. Lush green grass is present, complemented by trees in the background. An active railroad bridge looms above, with soft, diffuse light filtering through the clouds.

Cabin in Wilmore

Highbridge River Cabin, Private Dock, EV Charger

FamilyIndoor spacesParks

4.96 out of 5 average rating, 246 reviews

A restored farmhouse is shown with a charming white exterior and a black roof. The front porch features white railings, while the surrounding lawn is well-maintained with a grassy area and some trees in the background.

Chalet in Lawrenceburg

Countryside On the Bourbon Trail, 22 Quiet Acres

Indoor spacesKitchenValue

A two-story brick home is set among lush green landscaping, featuring a welcoming front porch. Large windows allow for ample natural light, while a manicured lawn and mature trees frame the property, creating a serene outdoor setting.

4.95 out of 5 average rating, 137 reviews

Large Family Gatherings and Bourbon Tours

Indoor spacesFamilyBathroom

4.87 out of 5 average rating, 271 reviews

The exterior of a charming red barn is shown, featuring white accents and a welcoming front door. A wreath adorns the door, and colorful autumn decorations are placed at the base, complemented by lush greenery and a peaceful sunset backdrop.

Barn in Harrodsburg

The Beaumont Parlor, 8 miles to Shaker Village

FamilyIndoor spacesNearby

A charming exterior view of a two-story bungalow features blue-green siding and a welcoming front porch. American flags are displayed, while flower beds with various plants enhance the landscaped front yard. The stone walkway leads to the entrance, inviting visitors to approach the home.

4.98 out of 5 average rating, 110 reviews

The Crafty Bourbon Bungalow Apartment

Indoor spacesKitchenAccuracy

4.98 out of 5 average rating, 162 reviews

An exterior view of the charming upstairs unit is presented, showcasing a wooden staircase leading to a covered porch. The building features a brick facade, with greenery surrounding the entrance. A cloudy sky is viewed above, giving a subdued ambiance.

Barn in Midway

Modern horse barn

FamilyKitchenPets

A charming backyard features a spacious patio area with a BBQ grill and seating under a sunshade. Lush green grass surrounds the patio, enhancing the outdoor setting. The home is painted in a deep blue, complemented by a colorful sunset creating a serene backdrop.

4.81 out of 5 average rating, 112 reviews

Bourbon Trail/8 mins to distilleries/Fenced Yard

KitchenIndoor spacesCheckout

Family-friendly home rentals with a pool

4.97 out of 5 average rating, 157 reviews

A cozy living area is presented with a television mounted on the wall. A black leather sofa faces a small wooden coffee table and two armchairs. Natural light filters through the windows, complemented by patterned curtains, creating a warm atmosphere.

Cottage in Salvisa

Cottage on the Bourbon Trail

KitchenFamilyLayout

4.92 out of 5 average rating, 326 reviews

A cozy living area features a light gray couch and a wooden loveseat with soft cushions. A coffee table sits between them, positioned in front of an electric fireplace. A small TV is placed on a stand nearby, and large windows allow natural light into the space.

Guest suite in Wilmore

The Roosting Place

KitchenFamilyParking

4.97 out of 5 average rating, 190 reviews

A spacious living and dining area features a full-sized, counter-height dining table with six chairs. A cozy seating area includes a sofa and a secondary sleeping area with a twin bed and trundle. Decorative shelving displays various kitchenware and the room is softly illuminated by natural light.

Farm stay in Georgetown

Beautiful farm stay apartment, rural Georgetown KY

FamilyIndoor spacesGetting around

4.99 out of 5 average rating, 107 reviews

An inviting outdoor space features a spacious in-ground pool surrounded by a decorative fence. Lush green trees provide shade, while the backdrop showcases a sunset sky with soft purple hues. Comfortable lounge chairs are positioned near the water, enhancing the area's relaxing ambiance.

Home in Mount Washington

Pool*Pickleball Bldg*HotTub*Speakeasy*BourbonTrail

KitchenIndoor spacesHospitality

4.97 out of 5 average rating, 152 reviews

An aerial view captures the property surrounded by lush farmland. The layout includes a swimming pool and neighboring structures, featuring manicured lawns and ample greenery. A winding driveway leads through the landscape, emphasizing the spaciousness of the 72-acre setting.

Farm stay in Raywick

Missy’s unique stays on the bourbon trail .

Indoor spacesKitchenGrill

4.83 out of 5 average rating, 145 reviews

A large, in-ground pool reflects the surroundings, framed by lush greenery. Comfortable lounge chairs are positioned around the pool, complemented by a spacious deck attached to the house. The inviting outdoor space is ideal for relaxation and enjoyment.

Home in Lexington

4 BR 3 Bath 9 beds! Hot Tub, Pool, Movie room!

FamilyKitchenAccess

4.99 out of 5 average rating, 108 reviews

A charming two-story home features white siding and dark shutters, framed by lush greenery and seasonal decorations. A welcoming path of brick leads to the entrance, where decorative pumpkins add a touch of warmth, inviting guests to explore the property.

Home in Midway

The Bees Wing

KitchenIndoor spacesBackyard